#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/27/2012710.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2012710
loop_
_publ_author_name
'Karanović, Ljiljana'
'Poleti, Dejan'
'Rogan, Jelena'
'Bogdanović, Goran A.'
'Spasojević-de Biré, Anne'
_publ_section_title
;
 Comparison of two polymeric transition metal complexes with
 1,4-benzenedicarboxylate ions as bridging ligands,
 [Co(C₈H₄O₄)(C₁₂H₈N₂)(H₂O)] and
 [Cu(C₈H₄O₄)(C₁₀H₉N₃)]·H₂O
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m275
_journal_page_last               m279
_journal_paper_doi               10.1107/S0108270102004341
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          '[Cu (C8 H4 O4) (C10 H9 N3)] , H2 O'
_chemical_formula_moiety         'C18 H13 Cu N3 O4 , H2 O'
_chemical_formula_sum            'C18 H15 Cu N3 O5'
_chemical_formula_weight         416.87
_chemical_name_systematic
;
catena-poly-[[[(di-2-pyridyl-\kN-amine)copper(II)]-μ-benzene-1,4-
dicarboxylato-κ⁴O¹,O^1'^,O⁴,O^4'^] hydrate]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                99.11(4)
_cell_angle_beta                 106.64(4)
_cell_angle_gamma                92.39(3)
_cell_formula_units_Z            2
_cell_length_a                   9.009(4)
_cell_length_b                   9.289(3)
_cell_length_c                   11.171(6)
_cell_measurement_reflns_used    23
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      16.23
_cell_measurement_theta_min      13.23
_cell_volume                     880.6(7)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'local modification of MolEN (Fair, 1990)'
_computing_molecular_graphics
'ORTEX7e (McArdle, 1995; Burnett & Johnson, 1996)'
_computing_publication_material
'SHELXL97 and PARST (Nardelli, 1983; Nardelli, 1995)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.012
_diffrn_reflns_av_sigmaI/netI    0.057
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4069
_diffrn_reflns_theta_full        26.98
_diffrn_reflns_theta_max         26.98
_diffrn_reflns_theta_min         1.93
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  1
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.276
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             426
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.37
_refine_diff_density_min         -0.51
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         3746
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.062
_refine_ls_R_factor_gt           0.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0512P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.094
_refine_ls_wR_factor_ref         0.100
_reflns_number_gt                2814
_reflns_number_total             3746
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            na1551.cif
_cod_data_source_block           II
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               2012710
_cod_database_fobs_code          2012710
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cu 0.58844(4) 0.88776(4) 0.70282(3) 0.03472(12) Uani d . 1 . . Cu
O1 0.4034(2) 0.9937(2) 0.69257(18) 0.0420(5) Uani d . 1 . . O
O2 0.3712(2) 0.8448(2) 0.51176(19) 0.0502(5) Uani d . 1 . . O
O3 0.4810(2) 0.7077(2) 0.74281(18) 0.0430(5) Uani d . 1 . . O
O4 0.6471(2) 0.8310(2) 0.91647(19) 0.0460(5) Uani d . 1 . . O
OW1 1.2808(3) 0.9267(3) 0.8948(3) 0.0563(7) Uani d . 1 . . O
N1 0.7429(3) 0.7659(2) 0.6589(2) 0.0394(5) Uani d . 1 . . N
N2 0.7433(2) 1.0623(2) 0.7691(2) 0.0333(5) Uani d . 1 . . N
N3 0.9546(3) 0.9154(3) 0.8053(2) 0.0374(5) Uani d . 1 . . N
C1 0.6892(4) 0.6389(4) 0.5753(4) 0.0548(8) Uani d . 1 . . C
C2 0.7804(5) 0.5305(4) 0.5571(4) 0.0722(12) Uani d . 1 . . C
C3 0.9367(5) 0.5504(4) 0.6294(4) 0.0694(11) Uani d . 1 . . C
C4 0.9939(4) 0.6780(3) 0.7111(4) 0.0524(8) Uani d . 1 . . C
C5 0.8943(3) 0.7872(3) 0.7237(3) 0.0365(6) Uani d . 1 . . C
C6 0.8935(3) 1.0484(3) 0.8213(2) 0.0324(5) Uani d . 1 . . C
C7 0.9972(3) 1.1676(3) 0.8939(3) 0.0478(7) Uani d . 1 . . C
C8 0.9437(4) 1.3023(4) 0.9058(4) 0.0681(11) Uani d . 1 . . C
C9 0.7895(5) 1.3181(4) 0.8493(4) 0.0704(12) Uani d . 1 . . C
C10 0.6929(4) 1.1967(3) 0.7826(3) 0.0473(7) Uani d . 1 . . C
C11 0.3198(3) 0.9323(3) 0.5808(3) 0.0368(6) Uani d . 1 . . C
C12 0.1541(3) 0.9685(3) 0.5393(2) 0.0338(6) Uani d . 1 . . C
C13 0.0478(3) 0.8786(3) 0.4392(3) 0.0397(6) Uani d . 1 . . C
C14 -0.1054(3) 0.9083(3) 0.3996(3) 0.0408(7) Uani d . 1 . . C
C15 0.5511(3) 0.7239(3) 0.8600(3) 0.0355(6) Uani d . 1 . . C
C16 0.5222(3) 0.6086(3) 0.9319(2) 0.0349(6) Uani d . 1 . . C
C17 0.5959(4) 0.6262(3) 1.0620(3) 0.0456(7) Uani d . 1 . . C
C18 0.4259(3) 0.4816(3) 0.8709(3) 0.0442(7) Uani d . 1 . . C
HN3 1.042(4) 0.919(3) 0.837(3) 0.042(9) Uiso d . 1 . . H
HC1 0.585(4) 0.631(4) 0.532(4) 0.070(11) Uiso d . 1 . . H
HC2 0.748(4) 0.447(4) 0.510(3) 0.059(10) Uiso d . 1 . . H
HC3 0.999(4) 0.473(4) 0.623(3) 0.066(11) Uiso d . 1 . . H
HC4 1.091(4) 0.687(4) 0.764(3) 0.062(11) Uiso d . 1 . . H
HC7 1.091(4) 1.154(3) 0.929(3) 0.049(9) Uiso d . 1 . . H
HC8 1.019(4) 1.379(4) 0.953(4) 0.072(11) Uiso d . 1 . . H
HC9 0.751(5) 1.395(5) 0.847(4) 0.093(15) Uiso d . 1 . . H
HC10 0.573(4) 1.206(4) 0.747(3) 0.065(10) Uiso d . 1 . . H
HC13 0.077(3) 0.802(3) 0.398(3) 0.031(7) Uiso d . 1 . . H
HC14 -0.173(4) 0.847(4) 0.338(3) 0.060(10) Uiso d . 1 . . H
HC17 0.658(3) 0.711(3) 1.101(3) 0.044(8) Uiso d . 1 . . H
HC18 0.375(4) 0.473(3) 0.777(3) 0.050(9) Uiso d . 1 . . H
HW1 1.32661 0.98780 0.96187 0.050 Uiso calc . 1 . . H
HW2 1.32149 0.94222 0.83759 0.050 Uiso calc . 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Cu O1 . . 162.91(9) yes
N1 Cu N2 . . 91.80(10) yes
O1 Cu N2 . . 96.59(9) yes
N1 Cu O3 . . 89.80(9) yes
O1 Cu O3 . . 91.12(9) yes
N2 Cu O3 . . 147.15(9) yes
N1 Cu O2 . . 103.90(10) yes
O1 Cu O2 . . 59.29(8) yes
N2 Cu O2 . . 127.75(9) yes
O3 Cu O2 . . 83.35(9) yes
N1 Cu O4 . . 93.30(10) yes
O1 Cu O4 . . 101.57(9) yes
N2 Cu O4 . . 89.67(9) yes
O3 Cu O4 . . 57.48(8) yes
O2 Cu O4 . . 137.22(8) yes
C11 O1 Cu . . 99.0(2) ?
C11 O2 Cu . . 79.6(2) ?
C15 O3 Cu . . 98.6(2) ?
C15 O4 Cu . . 81.9(2) ?
HW1 OW1 HW2 . . 108 ?
C5 N1 C1 . . 118.6(3) ?
C5 N1 Cu . . 123.0(2) ?
C1 N1 Cu . . 117.2(2) ?
C6 N2 C10 . . 118.5(2) ?
C6 N2 Cu . . 121.2(2) ?
C10 N2 Cu . . 119.2(2) ?
C5 N3 C6 . . 131.1(2) ?
C5 N3 HN3 . . 114(2) ?
C6 N3 HN3 . . 114(2) ?
C2 C1 N1 . . 123.1(3) ?
C2 C1 HC1 . . 122(2) ?
N1 C1 HC1 . . 115(2) ?
C1 C2 C3 . . 118.0(3) ?
C1 C2 HC2 . . 125(2) ?
C3 C2 HC2 . . 117(2) ?
C4 C3 C2 . . 119.9(3) ?
C4 C3 HC3 . . 121(2) ?
C2 C3 HC3 . . 119(2) ?
C3 C4 C5 . . 119.4(3) ?
C3 C4 HC4 . . 120(2) ?
C5 C4 HC4 . . 120(2) ?
N1 C5 N3 . . 120.6(2) ?
N1 C5 C4 . . 120.9(3) ?
N3 C5 C4 . . 118.4(3) ?
N2 C6 N3 . . 121.5(2) ?
N2 C6 C7 . . 121.8(2) ?
N3 C6 C7 . . 116.7(2) ?
C8 C7 C6 . . 118.6(3) ?
C8 C7 HC7 . . 122(2) ?
C6 C7 HC7 . . 119(2) ?
C7 C8 C9 . . 119.9(3) ?
C7 C8 HC8 . . 115(2) ?
C9 C8 HC8 . . 125(2) ?
C10 C9 C8 . . 118.8(3) ?
C10 C9 HC9 . . 115(3) ?
C8 C9 HC9 . . 126(3) ?
N2 C10 C9 . . 122.4(3) ?
N2 C10 HC10 . . 118(2) ?
C9 C10 HC10 . . 119(2) ?
O2 C11 O1 . . 121.8(2) ?
O2 C11 C12 . . 121.0(2) ?
O1 C11 C12 . . 117.1(2) ?
O2 C11 Cu . . 71.5(2) ?
O1 C11 Cu . . 50.50(10) ?
C12 C11 Cu . . 166.0(2) ?
C13 C12 C14 . 2_576 119.1(2) ?
C13 C12 C11 . . 119.7(2) ?
C14 C12 C11 2_576 . 121.2(2) ?
C12 C13 C14 . . 121.0(3) ?
C12 C13 HC13 . . 120(2) ?
C14 C13 HC13 . . 118(2) ?
C13 C14 C12 . 2_576 119.9(3) ?
C13 C14 HC14 . . 120(2) ?
C12 C14 HC14 2_576 . 120(2) ?
O4 C15 O3 . . 121.9(2) ?
O4 C15 C16 . . 119.1(2) ?
O3 C15 C16 . . 118.9(2) ?
C18 C16 C17 . . 119.1(3) ?
C18 C16 C15 . . 121.2(2) ?
C17 C16 C15 . . 119.7(2) ?
C18 C17 C16 2_667 . 120.4(3) ?
C18 C17 HC17 2_667 . 122(2) ?
C16 C17 HC17 . . 118(2) ?
C17 C18 C16 2_667 . 120.5(3) ?
C17 C18 HC18 2_667 . 123(2) ?
C16 C18 HC18 . . 117(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu N1 . 1.951(2) yes
Cu O1 . 1.955(2) yes
Cu N2 . 1.991(2) yes
Cu O3 . 2.070(2) yes
Cu O2 . 2.412(2) yes
Cu O4 . 2.440(2) yes
O1 C11 . 1.285(3) ?
O2 C11 . 1.228(3) ?
O3 C15 . 1.261(3) ?
O4 C15 . 1.247(3) ?
OW1 HW1 . 0.85 ?
OW1 HW2 . 0.85 ?
N1 C5 . 1.338(4) ?
N1 C1 . 1.357(4) ?
N2 C6 . 1.332(3) ?
N2 C10 . 1.348(4) ?
N3 C5 . 1.365(4) ?
N3 C6 . 1.380(3) ?
N3 HN3 . 0.76(3) ?
C1 C2 . 1.353(5) ?
C1 HC1 . 0.92(4) ?
C2 C3 . 1.396(6) ?
C2 HC2 . 0.86(3) ?
C3 C4 . 1.356(5) ?
C3 HC3 . 0.94(4) ?
C4 C5 . 1.399(4) ?
C4 HC4 . 0.90(4) ?
C6 C7 . 1.398(4) ?
C7 C8 . 1.359(5) ?
C7 HC7 . 0.85(3) ?
C8 C9 . 1.377(5) ?
C8 HC8 . 0.94(4) ?
C9 C10 . 1.366(5) ?
C9 HC9 . 0.81(4) ?
C10 HC10 . 1.05(4) ?
C11 C12 . 1.500(4) ?
C12 C13 . 1.374(4) ?
C12 C14 2_576 1.391(4) ?
C13 C14 . 1.378(4) ?
C13 HC13 . 0.88(3) ?
C14 C12 2_576 1.391(4) ?
C14 HC14 . 0.88(3) ?
C15 C16 . 1.493(4) ?
C16 C18 . 1.389(4) ?
C16 C17 . 1.394(4) ?
C17 C18 2_667 1.382(4) ?
C17 HC17 . 0.91(3) ?
C18 C17 2_667 1.382(4) ?
C18 HC18 . 1.01(3) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N3 HN3 OW1 1_555 0.76(3) 2.06(3) 2.812(4) 171(4) yes
OW1 HW1 O4 2_777 0.85 1.95 2.743(4) 155 yes
OW1 HW2 O1 1_655 0.85 2.07 2.920(4) 174 yes
